- Title
- Isomerization of the 2-Norbornyl Carbocation
- Creator
- Lobb, Kevin A
- Subject
- To be catalogued
- Date
- 2015
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/447992
- Identifier
- vital:74689
- Identifier
- xlink:href="https://doi.org/10.1002/ejoc.201500518"
- Description
- In order to elucidate the mechanism for the isomerization of the 2-norbornyl carbocation into its most stable isomer, the 1,3-dimethylcyclopentenyl carbocation, an extensive set of the possible isomers of C7H11+ has been generated. Each one of these may undergo a number of transformations, and location of these transition states provides a searchable graph, from which pathways may be identified. This reveals that the preferred route for isomerization of the 2-norbornyl carbocation is not by ring opening of the non-classical center as has been reported in the literature (with an activation energy of 33.2 kcal/mol), but is initiated by cleavage of the C3–C4 bond (23.5 kcal/mol). Further, no single mechanism is sufficient to describe the full sequence of isomerizations of the 2-norbornyl carbocation to its most stable isomer, the 1,3-dimethylcylcopentenyl carbocation, but rather a collection (> 109) of pathways.
- Format
- computer, online resource, application/pdf, 1 online resource (11 pages), pdf
- Publisher
- Wiley
- Language
- English
- Relation
- European Journal of Organic Chemistry, Lobb, K.A., 2015. Isomerization of the 2‐Norbornyl Carbocation. European Journal of Organic Chemistry, 2015(24), pp.5370-5380, European Journal of Organic Chemistry volume 2015 number 24 p. 524 2015 1099-0690
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Wiley Library Online Terms of Use Statement (https://onlinelibrary.wiley.com/terms-and-conditions)
- Rights
- Closed Access
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- Downloads: 6
Collections
Lobb, Kevin Allan (Assoc Prof)
RU Department of Chemistry
SDG 03. Good Health and Well-Being
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details Download | SOURCE1 | Isomerization of the 2‐Norbornyl Carbocation.pdf | 687 KB | Adobe Acrobat PDF | View Details Download |